96464-19-6

Upstream product

• 273-53-0 benzoxazole 
• 106-41-2 4-bromo-phenol 
• 65440-82-6 O-(4-bromophenyl)hydroxylamine 
• 89-55-4 5-bromosalicyclic acid 
• 95-55-6 2-amino-phenol 
• 2316-64-5 5-bromo-2-hydroxybenzyl alcohol 
• 1711-09-7 3-bromobenzoyl chloride 
• 585-76-2 m-bromobenzoic acid 
• 99586-31-9 2‐(3‐bromophenyl)benzo[d]oxazole 
• 1761-61-1 5-bromosalicyclaldehyde 
• 1761-51-9 N-(2-hydroxyphenyl)-2-hydroxy-5-bromobenzaldimine 

Downstream Products

• 1451257-13-8 2-[5-bromo-2-(prop-2-yn-1-yloxy)phenyl]-1,3-benzoxazole 
• 1385022-52-5 C₃₄H₂₇BF₂N₃O₂ 
• 1385021-24-8 2-(5-ethynyl-2-hydroxyphenyl)benzoxazol 

Relevant academic research and scientific papers

Fluorescent nano-Assembly of organic conjugate molecules with benzoxazole moiety and its application in sensor

Fluorescence labeling or sensing is a very useful analytical technique for investigating the structure of living cells or for detecting ionic metals. Numerous materials including inorganic quantum dots and organic fluorescent dyes have been used and inves

Zinc complexes exhibiting highly efficient thermally activated delayed fluorescence and their application to organic light-emitting diodes

Metal complexes emitting thermally activated delayed fluorescence based on intra-ligand charge transfer and enhanced by metallization were synthesized. Organic light-emitting diodes using a thermally stable zinc complex processed by vacuum vapor deposition achieved an external quantum efficiency of nearly 20%.

A Magnetic Heterogeneous Biocatalyst Composed of Immobilized Laccase and 2,2,6,6-Tetramethylpiperidine-1-oxyl (TEMPO) for Green One-Pot Cascade Synthesis of 2-Substituted Benzimidazole and Benzoxazole Derivatives under Mild Reaction Conditions

The design of reusable high-performance heterogeneous catalysts via the immobilization of chemical and biochemical species on magnetic nanoparticles increases the efficiency of catalytic systems by facilitating easy, fast, and clean separation processes. Laccase and 4-amino-2,2,6,6-tetramethylpiperidine-1-oxyl were separately immobilized on amine functionalized iron (II, III) oxide nanoparticles with covalent bonding using glutaraldehyde as a coupling reagent. The prepared catalyst was used to synthesize 12 benzoxazole and benzimidazole derivatives. The one-pot, two-step enzymatic aerobic oxidation reaction included the condensation of in situ-produced salicylaldehyde derivatives with aromatic amines, followed by an enzymatic dehydrogenation process. Optimal reaction conditions consisted of a citrate buffer (10 mM, pH 4.5) at 40 °C for an incubation time of 10 h and a heterogeneous catalyst containing immobilized laccase (80 mg, 100 U) and immobilized 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) (40 mg, 2 mol%). The catalyst retained more than 85% of its initial activity after 10 runs. In addition to the potential for reuse without significant losses in performance, eco-friendly attributes of this catalytic system include its high catalytic activity and the ease with which it can be recovered from the reaction mixture using an external magnet. (Figure presented.).

Highly efficient AgNO3-catalyzed approach to 2-(benzo[d]azol-2-yl)phenols from salicylaldehydes with 2-aminothiophenol, 2-aminophenol and benzene-1,2-diamine

A new, convenient and efficient AgNO3-catalyzed strategy for the preparation of 2-(benzo[d]azol-2-yl)phenol derivatives in good to excellent yields (63–98%) is described. The reaction proceeds via condensation/intramolecular nucleophilic addition/oxidation process between substituted salicylaldehydes and 2-aminothiophenol, 2-aminophenol or benzene-1,2-diamine under mild reaction conditions. Notably, this reaction utilizes cheap AgNO3 as a readily available and low-cost benign oxidant at low catalyst loadings with excellent functional group tolerance.

Rhodium(III)-Catalyzed ortho-Heteroarylation of Phenols through Internal Oxidative C-H Activation: Rapid Screening of Single-Molecular White-Light-Emitting Materials

Reported herein is the first example of a transition-metal-catalyzed internal oxidative C-H/C-H cross-coupling between two (hetero)arenes through a traceless oxidation directing strategy. Without the requirement of an external metal oxidant, a wide range of phenols, including phenol-containing natural products, can undergo the coupling with azoles to assemble a large library of highly functionalized 2-(2-hydroxyphenyl)azoles. The route provides an opportunity to rapidly screen white-light-emitting materials. As illustrative examples, two bis(triphenylamine)-bearing 2-(2-hydroxyphenyl)oxazoles, which are difficult to access otherwise, exhibit bright white-light emission, high quantum yield, and thermal stability. Also presented is the first example of the white-light emission, in a single excited-state intramolecular proton transfer system, of 2-(2-hydroxyphenyl)azoles, thus highlighting the charm of C-H activation in the discovery of new organic optoelectronic materials.

Unified synthesis of mono/bis-arylated phenols via RhIII-catalyzed dehydrogenative coupling

2,6-Bis-arylated phenols are rarely reported and are synthetically challenging. Directed C-H functionalization reactions, using a directing group (DG), might provide a convenient solution to their synthesis. However, this strategy usually results in partial cleavage of the directing group, preventing further/second C-H activation cascades. Herein we report a general strategy that allows for the precise control of the oxidation pathways so that directing groups can be either preserved or cleaved. We found that N-phenoxyacetamides could undergo ortho-arylation reactions with or without an external oxidant, yielding products with different oxidation states, notably the rare bis-arylated phenols. Notably, a unique rhodacycle intermediate was isolated, characterized by X-ray crystallography, and confirmed to be an active catalyst. Switching between internal and external oxidation could be a general strategy in diverse directed C-H functionalization reactions to realize bis-functionalized products.

Palladium catalyzed Csp2-H activation for direct aryl hydroxylation: The unprecedented role of 1,4-dioxane as a source of hydroxyl radicals

A novel strategy for direct aryl hydroxylation via Pd-catalysed Csp2-H activation through an unprecedented hydroxyl radical transfer from 1,4-dioxane, used as a solvent, is reported with bio relevant and sterically hindered heterocycles and various acyclic functionalities as versatile directing groups.

Cuprous oxide on charcoal-catalyzed ligand-free synthesis of 1,4-disubstituted 1,2,3-triazoles via click chemistry

Cuprous oxide on charcoal (Cu2O/C), the preparation of which is described for the first time, catalyzes the formation of 1,4-disubstituted 1,2,3-triazoles from organic azides and terminal alkynes in good to excellent yields (69-94%). These disu

Phenylboronic acid catalyzed-cyanide promoted, one-pot synthesis of 2-(2-hydroxyphenyl)benzoxazole derivatives

A novel, one-pot, phenylboronic acid catalyzed, cyanide promoted synthesis of 2-(2-hydroxyphenyl)benzoxazoles from salicylaldehydes and o-aminophenols is described. The synthesis is characterized by mild conditions, short reaction times, and simple workup of crystalline, high purity products.

Efficient synthesis of 2-(2′-hydroxyphenyl)benzoxazole by palladium(II)-catalyzed oxidative cyclization

An efficient method for the synthesis of 2-(2′-hydroxyphenyl)benzoxazole has been developed by using palladium-mediated oxidative cyclization.